Реакция #1747842

Уравнение реакции

1-naphthaleneboronic acid

4-bromoiodobenzene

sodium carbonate

→

1-(4-bromophenyl) naphthalene

Выход 81.0%

Растворители

toluene

Условия реакции

Обработка

1. 1
   ДругоеAfter the reaction in the mixture
2. 2
   Фильтрацияfiltration
3. 3
   Сушкаdried with magnesium sulfate, toluene
4. 4
   workup.DISTILLATIONwas distilled away under reduced pressure
5. 5
   Другоеwas obtained with an yield of 81%

Методика

Under an argon gas atmosphere, 200.0 g (1.163 mol) of 1-naphthaleneboronic acid, 329.0 g (1.163 mol) of 4-bromoiodobenzene, 26.9 g (23.3 mmol) of tetrakis(triphenylphosphine) palladium(0), 3.7 L of toluene and 1.74 L of 2M sodium carbonate solution were mixed, and stirred for 24 hours at 90 degrees C. After the reaction in the mixture was over, the mixture experienced filtration, through which aqueous phase thereof was eliminated. After organic phase thereof was cleansed by water and dried with magnesium sulfate, toluene was distilled away under reduced pressure. Residue thereof was refined by silica-gel column chromatography, such that 268 g of 1-(4-bromophenyl)naphthalene was obtained with an yield of 81%.

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